Benzoyl Peroxide → HCID 21413843, compound

HRID 268492Notes

Reaction equation

HRID 268492 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[C:9]1[O:10][C:11]2[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=2[N:13]=1.[Br:18]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:18][CH2:8][C:6]1[CH:5]=[CH:4][C:3]([C:9]2[O:10][C:11]3[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)=[C:2]([F:1])[CH:7]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 21413833HCID 21413833, compound

Product 1

HCID 21413843HCID 21413843, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a solution of 5.0 gm. of 2-(2-fluoro-4-methylphenyl)benzoxazole in 200 cc. of carbon tetrachloride is added 4.5 gm. of N-bromosuccinimide and 50 mg. of dibenzoyl peroxide. The mixture is refluxed for 2 hours, filtered to remove succinimide and concentrated in vacuo. The residue is recrystallized from toluene to give 2-(4-bromomethyl-2-fluorophenyl)benzoxazole, m.p. 170°-173°C.

Workup

  1. temperatureThe mixture is refluxed for 2 hours
  2. filtrationfiltered
  3. customto remove succinimide
  4. concentrationconcentrated in vacuo
  5. customThe residue is recrystallized from toluene

Sources & evidence

ORD record
ord-e532518d9dae4323a0efd619907c36a2
Source dataset
uspto-grants-1976_03
Patent number
US03947582

Reaction notes

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